S3256
Spermine
≥97%
Synonym(s):
N,N′-Bis(3-aminopropyl)-1,4-diaminobutane, Gerontine, Musculamine, Neuridine
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About This Item
Linear Formula:
NH2(CH2)3NH(CH2)4NH(CH2)3NH2
CAS Number:
Molecular Weight:
202.34
UNSPSC Code:
12352116
NACRES:
NA.25
PubChem Substance ID:
EC Number:
200-754-2
Beilstein/REAXYS Number:
1750791
MDL number:
Quality Level
biological source
microbial, synthetic
description
form: solid or semisolid
assay
≥97%
bp
150 °C/5 mmHg (lit.)
mp
28-30 (lit.)
solubility
water: 50 mg/mL, clear, colorless
storage temp.
2-8°C
SMILES string
[H]N(CCCN)CCCCN([H])CCCN
InChI
1S/C10H26N4/c11-5-3-9-13-7-1-2-8-14-10-4-6-12/h13-14H,1-12H2
InChI key
PFNFFQXMRSDOHW-UHFFFAOYSA-N
Gene Information
human ... GRIN2B(2904)
rat ... Grin2a(24409)
General description
Spermine is a polyamine, which functions as a free radical scavenger. It modulates gene expression, chromatin stabilization and prevents DNA damage. Spermine inhibits endonuclease-mediated DNA fragmentation.
Application
Spermine has been used:
- as an inositol 1,4,5-trisphosphate receptor (IP3R)/glucose-regulated protein 75 (Grp75)/voltage-dependent anion channel 1 (VDAC1)/mitochondrial calcium uniporter (MCU) agonist to activate MCU in mouse podocytes
- in the biolistic transfection of filarial parasites
- for the production of adeno-associated virus (AAV)
Biochem/physiol Actions
Mixed NMDA agonist/antagonist at the polyamine site. Plays a role in cellular proliferation and differentiation; inhibits neuronal nitric oxide synthase (nNOS).
Mixed NMDA glutamate receptor agonist/antagonist at the polyamine site. Neuroprotective effects have been observed at high concentrations (1 mM), while neurotoxicity is observed at lower concentrations. It enhances agonist effectiveness at the strychnine-insensitive glycine site. Plays a role in cellular proliferation and differentiation; inhibits neuronal nitric oxide synthase (nNOS).
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signalword
Danger
hcodes
Hazard Classifications
Eye Dam. 1 - Skin Corr. 1B
Storage Class
8A - Combustible corrosive hazardous materials
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges
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Related Content
Brugia malayi: transient transfection by microinjection and particle bombardment
Higazi TB, et al.
Experimental Parasitology, 100(2), 95-102 (2002)
IP 3 R-Grp75-VDAC1-MCU calcium regulation axis antagonists protect podocytes from apoptosis and decrease proteinuria in an Adriamycin nephropathy rat model
Xu H, et al.
BMC Nephrology, 19(1), 140-140 (2018)
Using mammalian GFP reconstitution across synaptic partners (mGRASP) to map synaptic connectivity in the mouse brain.
Feng L, et al.
Nature Protocols, 9(10), 2425-2425 (2014)